Conditions | Yield |
---|---|
Stage #1: diethyl sulfate; methyl salicylate With potassium hydroxide In ethanol at 15℃; for 6h; Large scale; Stage #2: With water; sodium hydroxide at 65℃; for 6h; Temperature; Large scale; | 98.31% |
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 80℃; for 10h; | 81% |
With sodium hydroxide In ethanol at 80℃; for 8h; | 80% |
With sodium hydroxide In ethanol at 80℃; for 8h; Temperature; Schlenk technique; | 80% |
Conditions | Yield |
---|---|
Stage #1: ethyl 2-ethoxybenzoate With potassium tert-butylate In dimethyl sulfoxide at 70℃; for 2h; Stage #2: With hydrogenchloride; water In dimethyl sulfoxide at 0 - 10℃; | 80% |
With barium dihydroxide | |
With water |
Conditions | Yield |
---|---|
With phthalic anhydride; silica gel microwave irradiation; | 75% |
Conditions | Yield |
---|---|
With potassium carbonate |
sodium ethanolate
A
1-(4-ethoxy-2-hydroxyphenyl)ethanone
B
4-ethoxy-2-hydroxybenzoic acid
C
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: diethyl sulfate; methyl salicylate With potassium hydroxide In ethanol at 15℃; for 6h; Large scale; Stage #2: With water; sodium hydroxide at 65℃; for 6h; Temperature; Large scale; | 98.31% |
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 80℃; for 10h; | 81% |
With sodium hydroxide In ethanol at 80℃; for 8h; | 80% |
With sodium hydroxide In ethanol at 80℃; for 8h; Temperature; Schlenk technique; | 80% |
Conditions | Yield |
---|---|
Stage #1: ethyl 2-ethoxybenzoate With potassium tert-butylate In dimethyl sulfoxide at 70℃; for 2h; Stage #2: With hydrogenchloride; water In dimethyl sulfoxide at 0 - 10℃; | 80% |
With barium dihydroxide | |
With water |
Conditions | Yield |
---|---|
With phthalic anhydride; silica gel microwave irradiation; | 75% |
Conditions | Yield |
---|---|
With potassium carbonate |
sodium ethanolate
A
1-(4-ethoxy-2-hydroxyphenyl)ethanone
B
4-ethoxy-2-hydroxybenzoic acid
C
2-ethoxybenzoic acid
sodium ethanolate
A
2-ethoxybenzoic acid
B
5-ethoxy-2-hydroxybenzoic acid
C
1-(5-ethoxy-2-hydroxyphenyl)ethanone
Conditions | Yield |
---|---|
at 160℃; im geschlossenen Rohr, durch Behandeln mit Barytwasser; |
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20℃; for 40h; | |
With potassium hydroxide In acetone |
Conditions | Yield |
---|---|
(i) nBuLi, THF, hexane, (ii) /BRN= 1900390/; Multistep reaction; |
Conditions | Yield |
---|---|
With ethanol at 100℃; im geschlossenen Rohr; Behandeln mit Alkali; | |
With ethanol durch Behandeln mit Alkali; |
Conditions | Yield |
---|---|
With ethanol at 100℃; im geschlossenen Rohr; Behandeln mit Alkali; | |
With ethanol durch Behandeln mit Alkali; |
o-ethoxy-cis-cinnamic acid
A
2-ethoxylbenzaldehyde
B
2-ethoxybenzoic acid
(E)-3-(2-ethoxyphenyl)prop-2-enoic acid
A
2-ethoxylbenzaldehyde
B
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
im geschlossenen Rohr; |
sulfuric acid
2-ethoxy-N-hydroxybenzamide
A
2-ethoxybenzoic acid
B
hydroxylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / acetone 2: H2O, alkali View Scheme |
Conditions | Yield |
---|---|
With methanol; sodium hydroxide; water at 50℃; | |
With methanol; sodium hydroxide at 50℃; | 15.8 g |
Conditions | Yield |
---|---|
In toluene at 28℃; Kinetics; |
2-benzamidopyridine 1-oxide
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: silver(l) oxide; sodium acetate; cobalt(II) diacetate tetrahydrate / 12 h / 60 °C / Schlenk technique 2: sodium hydroxide / ethanol / 10 h / 80 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere 2: silver(l) oxide; sodium acetate; cobalt(II) diacetate tetrahydrate / 12 h / 60 °C / Schlenk technique 3: sodium hydroxide / ethanol / 10 h / 80 °C View Scheme |
Conditions | Yield |
---|---|
With ethylene glycol; potassium hydroxide Heating; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate 2: potassium hydroxide; ethylene glycol / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium hydroxide / acetone / 0.5 h / 20 °C 1.2: Reflux 2.1: methanol; sodium hydroxide / 50 °C View Scheme |
2-ethoxybenzoic acid
2-ethoxybenzoyl chloride
Conditions | Yield |
---|---|
With phosgene; N,N-dimethyl-formamide In acetone at 50℃; | 99.7% |
With thionyl chloride | |
With phosphorus pentachloride |
2-ethoxybenzoic acid
2-ethoxy-5-chlorosulphonyl-benzoic acid
Conditions | Yield |
---|---|
With chlorosulfonic acid; thionyl chloride at 20℃; | 90.6% |
With chlorosulfonic acid; thionyl chloride at 0 - 25℃; for 18h; | 81% |
With chlorosulfonic acid; thionyl chloride In water |
2-ethoxybenzoic acid
2-ethoxybenzoic acid hydrazide
Conditions | Yield |
---|---|
Stage #1: 2-ethoxybenzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: With hydrazine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere; | 90% |
Multi-step reaction with 2 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride 2: hydrazine hydrate View Scheme |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 5h; | 90% |
2-ethoxybenzoic acid
5-bromo-2-ethoxy-benzoic acid
Conditions | Yield |
---|---|
With bromine; acetic acid at 25℃; | 89% |
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; for 48h; | |
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; for 48h; | |
With bromine In acetic acid at 20℃; |
C14H16F2N2O3*ClH
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: C14H16F2N2O3*ClH With triethylamine In ethyl acetate at 20 - 30℃; for 1h; Stage #2: 2-ethoxybenzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate at 20 - 30℃; for 1h; | 88.18% |
Stage #1: C14H16F2N2O3*ClH With triethylamine In ethyl acetate at 20 - 30℃; for 1h; Stage #2: 2-ethoxybenzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate at 20 - 30℃; for 1h; | 72.6% |
Stage #1: C14H16F2N2O3*ClH With sodium hydrogencarbonate In water; ethyl acetate at 50℃; for 0.166667h; Stage #2: 2-ethoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone for 1h; Reflux; | 18.58 g |
Stage #1: C14H16F2N2O3*ClH With triethylamine In ethyl acetate at 20 - 30℃; for 1h; Stage #2: 2-ethoxybenzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate at 20 - 30℃; for 1h; | 18.38 g |
2-ethoxybenzoic acid
4-Amino-1-methyl-5-propyl-3-pyrazolecarboxamide
4-(2-ethoxybenzoyl)amino-1-methyl-5-propyl-3-pyrazolecarboxamide
Conditions | Yield |
---|---|
Stage #1: 2-ethoxybenzoic acid With thionyl chloride for 3h; Heating; Stage #2: 4-Amino-1-methyl-5-propyl-3-pyrazolecarboxamide With dmap; triethylamine In benzene for 3h; Heating; | 88% |
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 50℃; for 24h; | 88% |
Conditions | Yield |
---|---|
In melt byproducts: C6H6; grinding of 2.5 mmol of Ph3Bi and 7.5 mmol 2-ethoxybenzoic acid; placingin a glass vial; heating at 120°C for 3 h; addn. of a small amt. of acetone, pptn., washing, recrystn. from acetoneover 2 w; elem. anal.; | 87% |
Conditions | Yield |
---|---|
With [Ru(O2CMes)2(p-cymene)]; vanadia In toluene at 100℃; for 24h; Inert atmosphere; | 87% |
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
microwave irradiation; | 85% |
Conditions | Yield |
---|---|
With [Ru(O2CMes)2(p-cymene)]; vanadia In toluene at 100℃; for 24h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With thionyl chloride for 24h; Reflux; Inert atmosphere; | 82% |
oxalyl dichloride
2-ethoxybenzoic acid
5-amino-1-propyl-1H-imidazole-4-carboxamide
5-(2-ethoxybenzamido)-1-n-propylimidazole-4-carboxamide
Conditions | Yield |
---|---|
In pyridine; N-methyl-acetamide; methanol; dichloromethane | 77% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In diethyl ether for 0.166667h; | 76% |
Conditions | Yield |
---|---|
With [Ru(O2CMes)2(p-cymene)]; vanadia In toluene at 100℃; for 24h; Inert atmosphere; | 76% |
2-ethoxybenzoic acid
1-bromo-2-(triisopropylsilyl)acetylene
methyl iodide
Conditions | Yield |
---|---|
Stage #1: 2-ethoxybenzoic acid; 1-bromo-2-(triisopropylsilyl)acetylene With [Ru(O2CMes)2(p-cymene)] In 1,4-dioxane at 120℃; for 16h; Inert atmosphere; Schlenk technique; Stage #2: methyl iodide With potassium carbonate In 1,4-dioxane; acetonitrile at 50℃; for 2h; Inert atmosphere; Schlenk technique; | 76% |
Conditions | Yield |
---|---|
With palladium(II) trifluoroacetate; silver carbonate In 1,4-dioxane; dimethyl sulfoxide at 120℃; for 12h; Sealed tube; diastereoselective reaction; | 76% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; | 75% |
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: 2-ethoxybenzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; for 1h; Stage #2: (S)-(1-(4-(aminomethyl)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)oxazol-5-yl)ethyl)carbamic acid tert-butyl ester In tetrahydrofuran at 60℃; for 3h; | 75% |
Conditions | Yield |
---|---|
With piperazine In N,N-dimethyl acetamide at 150℃; for 12h; Substitution; | 74% |
2-ethoxybenzoic acid
3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h; | 72% |
2-ethoxybenzoic acid
Conditions | Yield |
---|---|
With copper(I) oxide; dipotassium hydrogenphosphate; palladium diacetate; silver carbonate In 1,2-dimethoxyethane at 150℃; for 21h; Inert atmosphere; Sealed tube; regioselective reaction; | 72% |
Conditions | Yield |
---|---|
With [Ru(O2CMes)2(p-cymene)]; vanadia In toluene at 120℃; for 18h; Inert atmosphere; | 69% |
Conditions | Yield |
---|---|
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N,N,N,N,-tetramethylethylenediamine; iron at 170℃; for 24h; Inert atmosphere; regioselective reaction; | 69% |
2-ethoxybenzoic acid
(2-ethoxy-phenyl)-(6-ethyl-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]inden-2-yl)-methanone
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane; N,N-dimethyl-formamide at 20℃; for 16h; | 63% |
The 2-Ethoxybenzoic acid, with the CAS registry number 134-11-2, is also known as o-Ethoxybenzoic acid. It belongs to the product categories of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic Acid Derivative; Organic Acids; Heterocyclic Compounds; Acids & Esters; Anisoles, Alkyloxy Compounds & Phenylacetates. Its EINECS registry number is 205-130-3. This chemical's molecular formula is C9H10O3 and molecular weight is 166.17. Its IUPAC name is called 2-ethoxybenzoic acid. What's more, this chemical can be used in organic synthesis.
Physical properties of 2-Ethoxybenzoic acid: (1)ACD/LogP: 2.03; (2)ACD/LogD (pH 5.5): 0.72; (3)ACD/LogD (pH 7.4): -0.84; (4)ACD/BCF (pH 5.5): 1.01; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 14.97; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.537; (12)Molar Refractivity: 44.49 cm3; (13)Molar Volume: 142.4 cm3; (14)Surface Tension: 43.4 dyne/cm; (15)Density: 1.166 g/cm3; (16)Flash Point: 117.8 °C; (17)Enthalpy of Vaporization: 57.17 kJ/mol; (18)Boiling Point: 301.3 °C at 760 mmHg; (19)Vapour Pressure: 0.000472 mmHg at 25°C.
Uses of 2-Ethoxybenzoic acid: it can be used to produce 2-hydroxy-benzoic acid at temperature of 150 °C. This reaction is a kind of Substitution. It will need reagent piperazine and solvent N,N-dimethyl-acetamide with reaction time of 12 hours. The yield is about 74%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCOC1=CC=CC=C1C(=O)O
(2)InChI: InChI=1S/C9H10O3/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H,10,11)
(3)InChIKey: XDZMPRGFOOFSBL-UHFFFAOYSA-N
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